Diversity-Oriented Synthesis of Substituted Furo[2,3-b]pyrazines

2009 ◽  
Vol 62 (1) ◽  
pp. 27 ◽  
Author(s):  
Vaibhav P. Mehta ◽  
Sachin G. Modha ◽  
Denis Ermolat'ev ◽  
Kristof Van Hecke ◽  
Luc Van Meervelt ◽  
...  
Keyword(s):  
Efficient Method ◽  
Electrophilic Cyclization ◽  
Diversity Oriented Synthesis ◽  
Highly Efficient ◽  
Palladium Catalyzed ◽  
Catalyzed Reactions

A highly efficient method for the synthesis of diversely substituted furo[2,3-b]pyrazines has been elaborated. The Ag+- or iodine-mediated electrophilic cyclization of readily generated 5-chloro-3-substituted ethynyl-1-(4-methoxybenzyl)-pyrazin-2(1H)-ones affords substituted furo[2,3-b]pyrazines, which undergo various palladium catalyzed reactions to generate a library of difficult to attain diversely substituted furo[2,3-b]pyrazines.

Enantioselective Palladium-Catalyzed Decarboxylative Dearomative Asymmetric Allylic Alkylation of Benzofurans: Diversity-Oriented Synthesis of Flavaglines

Synlett ◽  
2021 ◽  
Author(s):  
Hai-Hua Lu ◽  
Meng-Yue Cao
Keyword(s):  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Diversity Oriented Synthesis ◽  
Highly Efficient ◽  
Palladium Catalyzed

With the introduction of new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the highly efficient and enantioselective Palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved. This enabled a diversity-oriented synthesis (DOS) of previously unreachable flavaglines, which features two diversification stages. A new avenue for developing flavagline-based drugs was thus established.

scholarly journals Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles

2015 ◽  
Vol 13 (15) ◽  
pp. 4367-4373 ◽  
Author(s):  
Harish K. Potukuchi ◽  
Anatol P. Spork ◽  
Timothy J. Donohoe
Keyword(s):  
Efficient Method ◽  
De Novo ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
De Novo Synthesis ◽  
Aromatic Rings ◽  
Aromatic Heterocycles ◽  
Highly Efficient ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

The enolate cross coupling reaction is a highly efficient method for the de novo synthesis of aromatic rings.

Synthesis of Novel Bis-pyrazoles via Electrophilic Cyclization

2019 ◽  
Vol 16 (6) ◽  
pp. 511-516
Author(s):  
Adnan Cetin
Keyword(s):  
13C Nmr ◽  
Cyclization Reaction ◽  
Electrophilic Cyclization ◽  
Pyrazole Derivatives ◽  
Spectral Analyses ◽  
Mass Spectral ◽  
Palladium Catalyzed ◽  
Ft Ir ◽  
Reaction Compound

Efficient steps towards the synthesis of novel (phenyl)(1'-aryl-1,5,5'-triphenyl[3,3'-bi-1Hpyrazol]- 4-yl)methanones 4a-e were developed. The procedure starts from 1-(4-benzoyl-1,5-diphenyl- 1H-3-pyrazolyl)-3-phenyl-2-propyn-1-one (2) which was synthesized by a palladium catalyzed crosscoupling reaction. Compound 2 reacted with various hydrazines to give (E)-(phenyl)[1,5-diphenyl-3- [3-phenyl-1-(2-arylhydrazono)-2-propyn-1-yl]-1H-4-pyrazolyl]methanones E-3a-e. The bis-pyrazole derivatives 4a-e were synthesized from electrophilic cyclization reaction of α,β-acetylenic hydrazones E-3a-e and copper(I) iodide. All synthesized compounds were characterized by FT-IR, 1H, 13C NMR and Mass spectral analyses.

Highly Efficient Four-Component Synthesis of 4(3H)-Quinazolinones: Palladium-Catalyzed Carbonylative Coupling Reactions

2013 ◽  
Vol 53 (5) ◽  
pp. 1420-1424 ◽  
Author(s):  
Lin He ◽  
Haoquan Li ◽  
Helfried Neumann ◽  
Matthias Beller ◽  
Xiao-Feng Wu
Keyword(s):  
Coupling Reactions ◽  
Highly Efficient ◽  
Palladium Catalyzed
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